Favorite unique/unusual/special occasion dinner spots on the Westside for under $300 for 2 all in?

I know this is a broad question, but it's meant to be :) I'm looking for recommendations for a romantic and adventurous dinner in a non-pretentious setting, preferably on the westside (or westside-ish). The catch is that I'd like to be out of there for under $300 including everything - dinner, a bottle of wine or 2 drinks pp, tax, and tip. something like n/naka or Sushi Zo would be ideal, but they are too expensive. for reference, our favorite places to eat on a regular basis are A-Frame, Waterloo and City, Father's Office, the prix-fixe bar at Osteria Mozza, middle of the road omakase places (Masu, K-Zo), Little Tokyo hole in the wall places. We also like the food at Tar & Roses and Freddy Smalls, though I think they are frankly both overpriced.

requisites: unique/adventurous or just plain damn good cuisine. not too sceney, loud, hoity-toity, precious, "LA" or overrated (I'm looking at you Son of a Gun, Gjelina, Jitlada, L&E, Superba!) also, no places with laughably small/insultingly prices portions please.

I don't know if you'd consider FIG that romantic or adventurous, but it's certainly non-pretentious, and my wife and I enjoy it for "date night" (though her current favorite is Tar & Roses). FIG at Five (50% off everything, or nearly everything, when ordered between 5 PM and 6 PM) should make getting out of there for under $300 super-easy.

Don't know if, along with n/naka and Zo, you've also eliminated Shunji, but it may be doable. Get two Japanese tastings for $100/pp (or two $50/pp sushi specials, and some a la carte items). Sapporo or sake (or BYOB--not sure on corkage, though). Dessert. May put you right at your upper limit, but not impossible.